(S)-3-(5-acetamido-4-benzyloxy-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

Base Information

Chemical Name:(S)-3-(5-acetamido-4-benzyloxy-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol
CAS No.:247197-36-0
Molecular Formula:C₂₀H₂₃N₃O₇
Molecular Weight:417.419
Hs Code.:

Synonyms:(S)-3-(5-acetamido-4-benzyloxy-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

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Chemical Property of (S)-3-(5-acetamido-4-benzyloxy-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

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Technology Process of (S)-3-(5-acetamido-4-benzyloxy-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

There total 9 articles about (S)-3-(5-acetamido-4-benzyloxy-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 100-39-0
benzyl bromide

: [(S)-2-(5-Acetylamino-4-hydroxy-2-nitro-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid methyl ester

: 247197-36-0
(S)-3-(5-acetamido-4-benzyloxy-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 3h;
DOI:10.1021/jo990605h

Reference yield:

: 1080-06-4
L-Tyr-OMe

: 247197-36-0
(S)-3-(5-acetamido-4-benzyloxy-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / NaOH; NaHCO₃ / H₂O; CHCl₃ / 2 h

2: 85 percent / La(NO₃)2*6H₂O; NaNO₃; 6N HCl / CH₂Cl₂ / 6 h / 0 - 20 °C

3: H₂ / Pd/C / ethyl acetate / 22800 Torr

4: 80 percent / Et₃N / CH₂Cl₂ / 2 h / -10 °C

5: LiBH₄ / tetrahydrofuran / 5 h / 20 °C

6: 78 percent / pyridine / 8 h / 20 °C

7: 36 percent / HNO₃ / acetic anhydride / -13 °C

8: Na₂CO₃ / methanol; H₂O / 2 h

9: 81 percent / K₂CO₃ / dimethylformamide / 3 h / 50 °C

With hydrogenchloride; sodium hydroxide; sodium nitrate; lithium borohydride; lanthanum nitrate; hydrogen; nitric acid; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; chloroform; water; acetic anhydride; ethyl acetate; N,N-dimethyl-formamide; 1: NH2-protection / 2: Nitration / 3: Reduction / 4: Acetylation / 5: Reduction / 6: Acetylation / 7: Nitration / 8: Deacetylation / 9: Substitution;
DOI:10.1021/jo990605h

Reference yield:

: 215300-34-8
(S)-3-(4-hydroxyphenyl)-2-[(methoxycarbonyl)amino]-1-propanoic acid methyl ester

: 247197-36-0
(S)-3-(5-acetamido-4-benzyloxy-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / La(NO₃)2*6H₂O; NaNO₃; 6N HCl / CH₂Cl₂ / 6 h / 0 - 20 °C

2: H₂ / Pd/C / ethyl acetate / 22800 Torr

3: 80 percent / Et₃N / CH₂Cl₂ / 2 h / -10 °C

4: LiBH₄ / tetrahydrofuran / 5 h / 20 °C

5: 78 percent / pyridine / 8 h / 20 °C

6: 36 percent / HNO₃ / acetic anhydride / -13 °C

7: Na₂CO₃ / methanol; H₂O / 2 h

8: 81 percent / K₂CO₃ / dimethylformamide / 3 h / 50 °C

With hydrogenchloride; sodium nitrate; lithium borohydride; lanthanum nitrate; hydrogen; nitric acid; sodium carbonate; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetic anhydride; ethyl acetate; N,N-dimethyl-formamide; 1: Nitration / 2: Reduction / 3: Acetylation / 4: Reduction / 5: Acetylation / 6: Nitration / 7: Deacetylation / 8: Substitution;
DOI:10.1021/jo990605h